View 49 Why Worry Ln Winchester, TN MLS# 3179314
$998,996
4

Beds

4.0

Baths

3,521

Sq.Ft.

49 Why Worry Ln

Winchester, TN

MiddleTennessee
View 55 Windjammer Ct Winchester, TN MLS# 3178495
$799,500
4

Beds

3.1

Baths

3,034

Sq.Ft.

55 Windjammer Ct

Winchester, TN

MiddleTennessee
View 205 Houghton Dr Winchester, TN MLS# 3178543
$364,500
4

Beds

3.0

Baths

2,640

Sq.Ft.

205 Houghton Dr

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 49 Driftwood Ct Winchester, TN MLS# 3177740
$627,781
4

Beds

2.1

Baths

2,893

Sq.Ft.

49 Driftwood Ct

Winchester, TN

MiddleTennessee
View 1087 Aedc Rd Winchester, TN MLS# 3177887
$719,000
6,000

Sq.Ft.

1087 Aedc Rd

Winchester, TN

MiddleTennessee
View 0 AEDC Rd Winchester, TN MLS# 3177894
$159,000
Studio

Beds

0.0

Baths

0 AEDC Rd

Winchester, TN

MiddleTennessee
View 59 Turtle Ct Winchester, TN MLS# 3177909
$695,900
4

Beds

3.1

Baths

2,560

Sq.Ft.

59 Turtle Ct

Winchester, TN

MiddleTennessee
View 100 Barefoot Way Winchester, TN MLS# 3177964
$1,249,900
4

Beds

4.1

Baths

2,800

Sq.Ft.

100 Barefoot Way

Winchester, TN

MiddleTennessee
View 111 Barefoot Way Winchester, TN MLS# 3176169
$614,900
4

Beds

2.1

Baths

1,981

Sq.Ft.

111 Barefoot Way

Winchester, TN

MiddleTennessee
View 105 W Paradise Dr Winchester, TN MLS# 3175557
$799,900
4

Beds

3.1

Baths

4,400

Sq.Ft.

105 W Paradise Dr

Winchester, TN

MiddleTennessee
View 98 Whippoorwill Cove Rd Winchester, TN MLS# 3173793
  • New Construction
1 of 32
$899,900
3

Beds

4.0

Baths

3,258

Sq.Ft.

98 Whippoorwill Cove Rd

Winchester, TN

MiddleTennessee
View 16 Blairmont Ct Winchester, TN MLS# 3173350
  • New Construction
1 of 44
$739,000
4

Beds

3.1

Baths

4,109

Sq.Ft.

16 Blairmont Ct

Winchester, TN

MiddleTennessee
View 615 River Watch Way Winchester, TN MLS# 3173380
$569,900
3

Beds

2.1

Baths

2,065

Sq.Ft.

615 River Watch Way

Winchester, TN

MiddleTennessee
View 0 Paddleboard Ct Winchester, TN MLS# 3173129
$139,900
Studio

Beds

0.0

Baths

0 Paddleboard Ct

Winchester, TN

MiddleTennessee
View 208 Loop Dr Winchester, TN MLS# 3173240
$1,050,000
4

Beds

3.1

Baths

2,906

Sq.Ft.

208 Loop Dr

Winchester, TN

MiddleTennessee
View 154 Barefoot Way Winchester, TN MLS# 3173285
$649,000
4

Beds

2.1

Baths

2,224

Sq.Ft.

154 Barefoot Way

Winchester, TN

MiddleTennessee
View 38 Murray Lake Dr Winchester, TN MLS# 3171352
$339,999
2

Beds

2.0

Baths

1,683

Sq.Ft.

38 Murray Lake Dr

Winchester, TN

MiddleTennessee
View 367 Carol Cir Winchester, TN MLS# 3171456
$290,000
3

Beds

2.0

Baths

1,420

Sq.Ft.

367 Carol Cir

Winchester, TN

MiddleTennessee
View 0 Tullahoma Hwy Winchester, TN MLS# 3171237
$275,000
Studio

Beds

0.0

Baths

0 Tullahoma Hwy

Winchester, TN

MiddleTennessee
View 712 Fanning Bend Dr Winchester, TN MLS# 3169834
  • New Construction
1 of 57
$1,275,000
4

Beds

4.1

Baths

3,492

Sq.Ft.

712 Fanning Bend Dr

Winchester, TN

MiddleTennessee

About Winchester

Listings in Winchester, TN

349

Estimated median home price

$373,500
Winchester TN Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winchester, Tennessee real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winchester, TN.

Homes for Sale by Price in Winchester, TN

PriceCount
$0 - 100K49
$100K - 200K59
$200K - 300K35
$300K - 400K42
$400K - 500K45
$500K - 600K28
$600K - 700K23
$700K - 800K18
$800K - 900K12
$900K - 1M7
$1M - Max31

Homes for Sale by Type in Winchester, TN

Property TypeCount
Single Family213
Townhouse6
Condo0
Commercial18
Rental12
Lots and Land106
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home1
Farms2

(Data as of 7/3/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (MLS Data Share) Program of The Multiple Listing Service of Chattanooga, Inc. Real estate listings held by brokerage firms other than WEICHERT are marked with the MLS Datashare Logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.